CA1065995A - Catalyse de polymeres traites aux amines par composition isolante dielectrique constante - Google Patents

Catalyse de polymeres traites aux amines par composition isolante dielectrique constante

Info

Publication number: CA1065995A
Authority: CA; Canada
Prior art keywords: sodium; group; bromide; iodide; chloride
Prior art date: 1974-06-05
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

CA228,111A

Other languages

English (en)

Other versions

CA228111S (en

Inventor

Steven E. Schonfeld

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Bridgestone Firestone Inc

Original Assignee

Firestone Tire and Rubber Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1974-06-05

Filing date

1975-05-30

Publication date

1979-11-06

1975-05-30 Application filed by Firestone Tire and Rubber Co filed Critical Firestone Tire and Rubber Co

1979-11-06 Application granted granted Critical

1979-11-06 Publication of CA1065995A publication Critical patent/CA1065995A/fr

Status Expired legal-status Critical Current

Links

229920000642 polymer Polymers 0.000 title claims abstract description 120
150000001412 amines Chemical class 0.000 title claims abstract description 59
150000001875 compounds Chemical class 0.000 title description 30
238000006555 catalytic reaction Methods 0.000 title 1
239000003795 chemical substances by application Substances 0.000 claims abstract description 63
150000003839 salts Chemical class 0.000 claims abstract description 54
FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims abstract description 48
239000003054 catalyst Substances 0.000 claims abstract description 47
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims abstract description 44
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 33
JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims abstract description 32
YBRVSVVVWCFQMG-UHFFFAOYSA-N 4,4'-diaminodiphenylmethane Chemical compound C1=CC(N)=CC=C1CC1=CC=C(N)C=C1 YBRVSVVVWCFQMG-UHFFFAOYSA-N 0.000 claims abstract description 27
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims abstract description 27
239000000203 mixture Substances 0.000 claims abstract description 26
KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims abstract description 24
239000011780 sodium chloride Substances 0.000 claims abstract description 22
HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims abstract description 20
238000006243 chemical reaction Methods 0.000 claims abstract description 19
AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 claims abstract description 18
HSZCZNFXUDYRKD-UHFFFAOYSA-M lithium iodide Chemical compound [Li+].[I-] HSZCZNFXUDYRKD-UHFFFAOYSA-M 0.000 claims abstract description 18
IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Chemical compound [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 claims abstract description 18
IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims abstract description 18
JAAGVIUFBAHDMA-UHFFFAOYSA-M rubidium bromide Chemical compound [Br-].[Rb+] JAAGVIUFBAHDMA-UHFFFAOYSA-M 0.000 claims abstract description 18
FGDZQCVHDSGLHJ-UHFFFAOYSA-M rubidium chloride Chemical compound [Cl-].[Rb+] FGDZQCVHDSGLHJ-UHFFFAOYSA-M 0.000 claims abstract description 18
WFUBYPSJBBQSOU-UHFFFAOYSA-M rubidium iodide Chemical compound [Rb+].[I-] WFUBYPSJBBQSOU-UHFFFAOYSA-M 0.000 claims abstract description 18
235000009518 sodium iodide Nutrition 0.000 claims abstract description 16
VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 claims abstract description 16
IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims abstract description 13
239000002253 acid Substances 0.000 claims abstract description 12
150000004985 diamines Chemical class 0.000 claims abstract description 12
-1 polydimethyl-siloxane Polymers 0.000 claims abstract description 12
QGMGHALXLXKCBD-UHFFFAOYSA-N 4-amino-n-(2-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=CC=C1N QGMGHALXLXKCBD-UHFFFAOYSA-N 0.000 claims abstract description 11
BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 claims abstract description 11
DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 claims abstract description 11
229940008406 diethyl sulfate Drugs 0.000 claims abstract description 11
239000004205 dimethyl polysiloxane Substances 0.000 claims abstract description 11
150000003673 urethanes Chemical class 0.000 claims abstract description 11
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims abstract description 10
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims abstract description 10
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims abstract description 10
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims abstract description 10
239000005642 Oleic acid Substances 0.000 claims abstract description 10
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims abstract description 10
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims abstract description 10
QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims abstract description 10
KEDYYXYVCZMXCI-UHFFFAOYSA-N 4-[3-(4-aminophenyl)butan-2-yl]aniline Chemical compound C=1C=C(N)C=CC=1C(C)C(C)C1=CC=C(N)C=C1 KEDYYXYVCZMXCI-UHFFFAOYSA-N 0.000 claims abstract description 9
239000004215 Carbon black (E152) Substances 0.000 claims abstract description 9
239000001273 butane Substances 0.000 claims abstract description 9
LYQFWZFBNBDLEO-UHFFFAOYSA-M caesium bromide Chemical compound [Br-].[Cs+] LYQFWZFBNBDLEO-UHFFFAOYSA-M 0.000 claims abstract description 9
AIYUHDOJVYHVIT-UHFFFAOYSA-M caesium chloride Chemical compound [Cl-].[Cs+] AIYUHDOJVYHVIT-UHFFFAOYSA-M 0.000 claims abstract description 9
XQPRBTXUXXVTKB-UHFFFAOYSA-M caesium iodide Chemical compound [I-].[Cs+] XQPRBTXUXXVTKB-UHFFFAOYSA-M 0.000 claims abstract description 9
KXZJHVJKXJLBKO-UHFFFAOYSA-N chembl1408157 Chemical compound N=1C2=CC=CC=C2C(C(=O)O)=CC=1C1=CC=C(O)C=C1 KXZJHVJKXJLBKO-UHFFFAOYSA-N 0.000 claims abstract description 9
239000003822 epoxy resin Substances 0.000 claims abstract description 9
229910052736 halogen Inorganic materials 0.000 claims abstract description 9
150000002367 halogens Chemical class 0.000 claims abstract description 9
LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims abstract description 9
229930195733 hydrocarbon Natural products 0.000 claims abstract description 9
150000002430 hydrocarbons Chemical class 0.000 claims abstract description 9
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims abstract description 9
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims abstract description 9
229920000647 polyepoxide Polymers 0.000 claims abstract description 9
229940102127 rubidium chloride Drugs 0.000 claims abstract description 9
150000008064 anhydrides Chemical group 0.000 claims abstract description 8
150000004820 halides Chemical class 0.000 claims abstract description 8
235000010344 sodium nitrate Nutrition 0.000 claims abstract description 8
239000004317 sodium nitrate Substances 0.000 claims abstract description 8
229920001296 polysiloxane Polymers 0.000 claims abstract description 7
230000003197 catalytic effect Effects 0.000 claims description 23
238000000034 method Methods 0.000 claims description 18
WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 14
229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 9
239000001103 potassium chloride Substances 0.000 claims description 7
235000011164 potassium chloride Nutrition 0.000 claims description 7
JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 3
239000004814 polyurethane Substances 0.000 abstract description 10
229920002635 polyurethane Polymers 0.000 abstract description 9
229920001730 Moisture cure polyurethane Polymers 0.000 abstract description 5
235000013870 dimethyl polysiloxane Nutrition 0.000 abstract description 5
238000006116 polymerization reaction Methods 0.000 abstract 1
STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 10
MQIUGAXCHLFZKX-UHFFFAOYSA-N Di-n-octyl phthalate Natural products CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC MQIUGAXCHLFZKX-UHFFFAOYSA-N 0.000 description 9
BJQHLKABXJIVAM-UHFFFAOYSA-N bis(2-ethylhexyl) phthalate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1C(=O)OCC(CC)CCCC BJQHLKABXJIVAM-UHFFFAOYSA-N 0.000 description 9
239000012948 isocyanate Substances 0.000 description 8
150000002513 isocyanates Chemical class 0.000 description 8
DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 7
238000002156 mixing Methods 0.000 description 5
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
230000000694 effects Effects 0.000 description 4
239000000463 material Substances 0.000 description 4
125000005442 diisocyanate group Chemical group 0.000 description 3
239000006185 dispersion Substances 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
239000007788 liquid Substances 0.000 description 3
230000000704 physical effect Effects 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
150000002009 diols Chemical class 0.000 description 2
230000000977 initiatory effect Effects 0.000 description 2
239000004014 plasticizer Substances 0.000 description 2
229920000909 polytetrahydrofuran Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
JWQKMEKSFPNAIB-UHFFFAOYSA-N 1-methyl-5-prop-1-en-2-ylcyclohexene Chemical compound CC(=C)C1CCC=C(C)C1 JWQKMEKSFPNAIB-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
239000004709 Chlorinated polyethylene Substances 0.000 description 1
239000005062 Polybutadiene Substances 0.000 description 1
239000004721 Polyphenylene oxide Substances 0.000 description 1
239000004743 Polypropylene Substances 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
101710199430 TATA-box-binding protein 2 Proteins 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000001154 acute effect Effects 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
229920005556 chlorobutyl Polymers 0.000 description 1
YACLQRRMGMJLJV-UHFFFAOYSA-N chloroprene Chemical compound ClC(=C)C=C YACLQRRMGMJLJV-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
230000002860 competitive effect Effects 0.000 description 1
238000004132 cross linking Methods 0.000 description 1
UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
125000004427 diamine group Chemical group 0.000 description 1
238000004134 energy conservation Methods 0.000 description 1
239000000945 filler Substances 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
239000004611 light stabiliser Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
238000000465 moulding Methods 0.000 description 1
230000036961 partial effect Effects 0.000 description 1
239000000049 pigment Substances 0.000 description 1
229920002857 polybutadiene Polymers 0.000 description 1
229920005906 polyester polyol Polymers 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229920005862 polyol Polymers 0.000 description 1
150000003077 polyols Chemical class 0.000 description 1
229920001155 polypropylene Polymers 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000010944 pre-mature reactiony Methods 0.000 description 1
230000002028 premature Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
230000036647 reaction Effects 0.000 description 1
230000009257 reactivity Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/50—Amines
- C08G59/5093—Complexes of amines
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Medicinal Chemistry (AREA)
Polymers & Plastics (AREA)
Organic Chemistry (AREA)
Polyurethanes Or Polyureas (AREA)

CA228,111A 1974-06-05 1975-05-30 Catalyse de polymeres traites aux amines par composition isolante dielectrique constante Expired CA1065995A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US47636974A	1974-06-05	1974-06-05
US49650474A	1974-08-12	1974-08-12

Publications (1)

Publication Number	Publication Date
CA1065995A true CA1065995A (fr)	1979-11-06

Family

ID=27045161

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA228,111A Expired CA1065995A (fr)	1974-06-05	1975-05-30	Catalyse de polymeres traites aux amines par composition isolante dielectrique constante

Country Status (6)

Country	Link
JP (1)	JPS561330B2 (fr)
CA (1)	CA1065995A (fr)
DE (1)	DE2524083C2 (fr)
FR (1)	FR2273838A1 (fr)
GB (1)	GB1499215A (fr)
IT (1)	IT1036151B (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE7605306L (sv) *	1975-05-16	1976-11-17	Firestone Tire & Rubber Co	Med amin herdbar polymer
JPH0379892A (ja) *	1989-08-21	1991-04-04	Yoshihisa Miura	チャック付きフェルール
US6287080B1 (en) *	1999-11-15	2001-09-11	General Electric Company	Elastomeric formulation used in the construction of lightweight aircraft engine fan blades
EP2489912B1 (fr)	2006-01-13	2016-03-09	Swagelok Company	Accessoire pour tuyau ou canalisation
BR112018005209B1 (pt) *	2015-09-25	2022-03-22	Lanxess Solution Us Inc	Método de preparação de um elastômero de poliuretano
CN115701420B (zh) *	2021-08-02	2024-09-24	中国石油化工股份有限公司	一种提高脂肪酸酰胺化物合成反应装料系数的方法
CN115466389B (zh) *	2022-09-13	2023-07-25	中国人民解放军国防科技大学	一种低温快速固化的含羟基结构氰酸酯树脂及其制备方法

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3755261A (en) *	1972-05-01	1973-08-28	Du Pont	Curing of amine curable polymers diamines with complexes of selected and alkali metal salts

1975
- 1975-05-23 GB GB2300375A patent/GB1499215A/en not_active Expired
- 1975-05-29 FR FR7516823A patent/FR2273838A1/fr active Granted
- 1975-05-30 DE DE19752524083 patent/DE2524083C2/de not_active Expired
- 1975-05-30 CA CA228,111A patent/CA1065995A/fr not_active Expired
- 1975-06-04 IT IT6841875A patent/IT1036151B/it active
- 1975-06-04 JP JP6661375A patent/JPS561330B2/ja not_active Expired

Also Published As

Publication number	Publication date
FR2273838B1 (fr)	1979-04-13
JPS561330B2 (fr)	1981-01-13
IT1036151B (it)	1979-10-30
GB1499215A (en)	1978-01-25
FR2273838A1 (fr)	1976-01-02
JPS5130297A (fr)	1976-03-15
DE2524083C2 (de)	1986-09-11
DE2524083A1 (de)	1976-01-15

Publication	Publication Date	Title
US5066762A (en)	1991-11-19	Thermoplastic polyurethane resin from p-phenylene diisocyanate, a poly(hexamethylene carbonate) polyol, and a short chain polyol
US5710233A (en)	1998-01-20	Polyurethane elastomers with reduced gas permeability
KR101788339B1 (ko)	2017-10-19	이소시아네이트 종결된 프리폴리머의 촉진된 경화
US4208507A (en)	1980-06-17	Polyurethane-urea elastomers and their production
EP0194452B1 (fr)	1990-06-13	Polyester-polyurethane et procédé de sa préparation
US4071492A (en)	1978-01-31	Polyurethane-urea elastomers based on propylene oxide-tetrahydrofuran copolymers
US2912414A (en)	1959-11-10	Process for the production of rubberlike polyurethanes
US4107256A (en)	1978-08-15	Suspension polymerization of polyurethanes and spin-molding the powder product thereof
US3012991A (en)	1961-12-12	Chemical reactions
US5739252A (en)	1998-04-14	Thermoplastic polyurethaneurea elastomers
US3905925A (en)	1975-09-16	Process for preparing polyurethane products
GB2046281A (en)	1980-11-12	Process for producing polyurethane elastomer
US7015299B2 (en)	2006-03-21	Melt spun thermoplastic polyurethanes useful as textile fibers
CN109608606A (zh)	2019-04-12	一种采矿车用聚氨酯实心轮胎的制备方法
CA1065995A (fr)	1979-11-06	Catalyse de polymeres traites aux amines par composition isolante dielectrique constante
US3119792A (en)	1964-01-28	Metal and metal compound catalysts for polyurethane plastics
US3471445A (en)	1969-10-07	Curable urethane compositions
US4046743A (en)	1977-09-06	Catalysis of amine curable polymers by high dielectric constant compounds
JPH07103210B2 (ja)	1995-11-08	耐久性を有する熱可塑性ポリウレタン樹脂の製造方法
US4083831A (en)	1978-04-11	Process for the preparation of granular urethane-urea polymers
US2833740A (en)	1958-05-06	Processing of polyurethane polymers prepared from polyalkyleneether glycols and product resulting therefrom
JPS5980423A (ja)	1984-05-09	熱可塑性重合体の連続製造方法
JPH0314847B2 (fr)	1991-02-27
US3061559A (en)	1962-10-30	Urethane polymer prepared from an organic polyisocyanate and 2, 2-bis(4-cyclohexanol)propane
US2730518A (en)	1956-01-10	Beryllium hydroxide as catalyst in reacting polyesters with diisocyanates